Construction\nof Six-Membered Lactam and Lactone Structures\nvia Ligand-Free Pd-Catalyzed C–H Activation/[5 + 1] Cyclization\nCarbonylation

An approach for the ligand-free Pd-catalyzed C–H\nactivation/[5\n+ 1] cyclization carbonylation by employing readily available ClCF<sub>2</sub>COONa as a carbonyl source via difluorocarbene transfer and\nhydrolysis has been developed. The current protocol enables us to\nobtain a series of carbonylation cyclization product benzopyranone\nand phenanthridinone derivatives in up to 91% yield with excellent\nfunctional group compatibility. This protocol has the advantages of\nmild reaction conditions, wide applicable substrates, and simple and\nsafe operation and provides a new method for the synthesis of complex\nlactam and lactone compounds.

Publication Details

Journal
Figshare
Published
2024-09-09
DOI
https://doi.org/10.1021/acs.orglett.4c02274.s001
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Construction\nof Six-Membered Lactam and Lactone Structures\nvia Ligand-Free Pd-Catalyzed C–H Activation/[5 + 1] Cyclization\nCarbonylation

Figshare
Catalytic C–H Functionalization Methods
article

Construction\nof Six-Membered Lactam and Lactone Structures\nvia Ligand-Free Pd-Catalyzed C–H Activation/[5 + 1] Cyclization\nCarbonylation

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Abstract

An approach for the ligand-free Pd-catalyzed C–H\nactivation/[5\n+ 1] cyclization carbonylation by employing readily available ClCF<sub>2</sub>COONa as a carbonyl source via difluorocarbene transfer and\nhydrolysis has been developed. The current protocol enables us to\nobtain a series of carbonylation cyclization product benzopyranone\nand phenanthridinone derivatives in up to 91% yield with excellent\nfunctional group compatibility. This protocol has the advantages of\nmild reaction conditions, wide applicable substrates, and simple and\nsafe operation and provides a new method for the synthesis of complex\nlactam and lactone compounds.

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Openalex Percentile: Top 76%
Catalytic C–H Functionalization Methods
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Construction\nof Six-Membered Lactam and Lactone Structures\nvia Ligand-Free Pd-Catalyzed C–H Activation/[5 + 1] Cyclization\nCarbonylation · Figshare (2024) | TGRS Research Map | TGRS